Fluorosilicone compositions as wash durable soil and stain repellent finishes

Abstract

This invention provides a method of using perfluoroalkyl hydroxyalkyl siloxanes to impart wash durable soil and stain repellency to a fibrous substrate such as cotton and cotton/polyester fabric.

What is claimed is: 
     
       1. A method for imparting wash durable soil and stain repellency to a fibrous substrate, which method comprises contacting a fibrous substrate with durable press resin, a catalyst, and a perfluoroalkyl hydroxyalkyl siloxane selected from the group consisting of (i) linear siloxanes having the general formula: ##STR6## wherein a=0 to 100; b=1 to 100;   c=1 to 100; and     (ii) cyclic siloxanes having the general formula: ##STR7## wherein d=0 to 10; e=1 to 10;   f=1 to 10     with the proviso that d+e+f is greater than or equal to 3; and wherein in the formulae     each R 1  and R 2  is selected from the group consisting of hydrogen, hydroxy, and an alkyl group having 1 to 6 carbon atoms;   R 3  is selected from the group consisting of (CH 2 ) y  CHOHCHR 2  and (CH 2 ) g  Q j , wherein Q is selected from the group consisting of --NH--, --S--, and --O--; i is 0 or 1; y is 2 to 4; and g is 1 to 6;   R 4  is selected from the group consisting of CH 3 , (CH 2 ) m  CHR 1  (CH 2 ) n  O h  (CH 2 ) i  CHR 2  (CH 2 ) r  OH, and R 3  ZR F  ;   Z is selected from the group consisting of --NHCO--, --NHSO 2  --, --O 2  C--, --O 3  S--, --OCH 2  CH 2  --, --NHCH 2  CH 2  --, and --CH 2  CHOHCH 2  --;   m is 1 to 6;   n is 0 to 6;   R F  is a perfluoro alkyl group, C p  F 2p+1 , wherein p is 1 to 20;   h is 0 or 1;   i is 0 to 6;   r is 0 to 4; and   each R 5  is independently selected from the group consisting of methyl group, ethyl group, and a phenyl group.   
     
     
       2. The method of claim 1 wherein in the linear siloxane, a is 0; b is 1 to 20; c is 1 to 20; R 3  is (CH 2 ) 3  ; Z is --NHSO 2  --; R F  is C 8  F 17  ; m is 1; each R 1 , R 4 , and R 5  is a methyl group; n is 0; R 2  is a hydrogen, r is 0; h is 0; and i is 0. 
     
     
       3. The method of claim 1, wherein in the cyclic siloxane, d is 0; e is 1 to 5; f is 1 to 5; R 3  is (CH 2 ) 3  ; Z is --NHSO 2  --; R F  is C 8  F 17  ; m is 1; each R 1  and R 5  is a methyl group; n is 0; R 2  is a hydrogen, r is 0; h is 0; and i is 0. 
     
     
       4. The method of claim 1 wherein the fibrous substrate is a natural fiber selected from the group consisting of cotton and cotton/polyester blends. 
     
     
       5. The method of claim 1 wherein the durable press resin ##STR8## moiety. 
     
     
       6. The method of claim 1 wherein the catalyst is an acid catalyst selected from the group consisting of p-toluenesulfonic acid, zinc chloride, zinc tetrafluoroborate, aluminum chloride, magnesium chloride, aluminum chlorohydroxide and mixtures thereof. 
     
     
       7. The method of claim 1 wherein an organic solvent is employed. 
     
     
       8. The method of claim 7 wherein the organic solvent is selected from the group consisting of (i) a low molecular weight alcohol having 1 to 5 carbon atoms; (ii) a ketone having 1 to 6 carbon atoms and (iii) a polyalkylene glycol or glycol ether having the formula: RO(CH 2  CHR'O ) n  R", wherein n ranges from about 1 to 10, R' is selected from the group consisting of hydrogen and a methyl group, and each R and R" is independently selected from the group consisting of a hydrogen, an alkyl having 1 to 4 carbon atoms, and an aryl having 6 to 8 carbon atoms. 
     
     
       9. The method of claim 1 wherein the durable press resin is selected from the group consisting of N,N-dimethylol-4,5-dihydroxyethyleneurea, 1,3-bis-(methoxymethyl)-4,5-dihydroxy-2-imidazolidinone, 1,3-dimethylolethyleneurea, dimethylol isopropyl carbamate, and 1,3-dimethyl-4,5-dihydroxy-2-imidazolidinone.